Holmes Beach Vacation Rentals

Anna Maria Island is the perfect Florida beach getaway for you and your family. With long white sandy beaches, crystal clear Gulf of Mexico water, delicious fresh restaurants, and great vacation rental homes, what more could you ask for?

Anna Maria Island is divided into 3 parts: the City of Anna Maria in the north, Holmes Beach in the center, and Bradenton Beach in the south. While the island itself is small and easy to navigate, choosing where to stay should be based on what you’d like to have within walking distance.

Holmes Beach is the heart of AMI, with most residents, seasonal and permanent, calling it home. Here are our top things you need to do on your next visit to Holmes Beach:

  • Head to Manatee Public Beach: This beach is a family-friendly option that has plenty of amenities to keep you comfortable. With beach chair rentals, a picnic area, restrooms, and water sport rentals, you and your family will have everything you need at this beach. Another nearby option is Anna Maria Public Beach.
  • Hang out on Gulf Drive: For the best restaurants, bars, and shops in Holmes Beach, you’ll want to go to Gulf Drive. This is the center of town and the best place to walk around and soak up the tranquil Florida culture.
  • Hit the water: Anna Maria Island has some of the clearest water you could imagine. Fully enjoy the water views by renting a kayak, stand up paddle board, or snorkel gear. You might be able to spot some bright starfish or even a manatee!

For the best Anna Maria Island vacation, you’ll want the perfect vacation home. Regardless as to whether you’re traveling solo, with your family, or a group of friends, Anna Maria Beach Rentals has the perfect vacation rental for you.

All of our Anna Maria Island rentals come equipped with free wifi, fresh linens, and a smooth check-in process that will get you settled in and out to the beach in no time. Some of our beach houses and condo rentals have private pools and great ocean views, too. Each of our properties have been carefully selected due to their short walk to Holmes Beach hot spots and comfortable amenities.

When you decide to book one of the house rentals by Anna Maria Island Beach Rentals, you’re sure to have the best time in island paradise.

Browse our best Holmes Beach vacation rentals to secure your stay today!


Properties Available 41 properties available
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$179.00 - $645.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (57)
Welcome to Cottage Lighthouse! This beautiful and charming holiday home located in Bradenton Beach is a short walk to the beautiful white sands of the Gulf of Mexico. This quaint cottage offers air-conditioned accommodations with its very own private backyard with patio eating area, propane grill and free WiFi. It features 1 bedroom (Queen bed) wit
AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks
1BR 1BR Cottage
$3,000.00 - $7,246.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.7 (7)
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Anna Maria Island Beach Sands 201
2 BR 2BA Condo
$267.00 - $934.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (46)
Relax on the lanai, sip your morning coffee or freshly squeezed citrus juice. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! Anna Maria Island Coquina Tropics is a second-floor, 2br/2ba condo in the seashell-pink Coquina Moorings development,
Coquina Tropics-3 Bedrooms- Bathroom-Water Views From Every Room
3 BR - 2BR Condo
$211.00 - $717.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (12)
Relax on the 3rd floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba, Victorian-style vacation home will help you to cherish e
Hot HOT 26
Anna Maria Island Sun's Up A
4BR 3BA House
$3,000.00 - $7,243.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (12)
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Hot HOT 125
Anna Maria Island Beach Sands
2 BR 2BA Condo
$264.00 - $935.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (60)
​We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolHurrica
Hot HOT 25
Anna Maria Island Beach View 208
2 BR 2BA Condo
$155.00 - $542.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (9)
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Anna Maria Island Beach Palms 6B
2 BR 2BA Condo
$143.00 - $516.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (38)
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Hot HOT 31
Anna Maria Island Beach Palms 2A
2 BR 2BA Condo
$143.00 - $516.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (28)
Relax on the 3rd-floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba vacation home will help you to cherish every sunrise
Hot HOT 20
Anna Maria Island Sun's Up B
4BR 3BA House
$3,000.00 - $7,243.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (11)
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!​Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurrica
Hot HOT 33
Anna Maria Island Retreat
2 BR 2BA Condo
$169.00 - $609.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (90)
The fourth bedroom is located in the adjoining cottage. This property has a maximum occupancy of eight people including the adjoining cottage. Violation of this policy will result in immediate eviction without compensation. Welcome to the good life. This custom-built, waterfront, 4bd/4ba island palace is nestled by Bean Point at the north end of An
Hot HOT 35
Anna Maria Beach Serenity
4BR 4BR House
$5,000.00 - $13,925.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (7)

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